(2S,3R,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-hydroxy-hexanal O-methyl-oxime

Base Information

• Chemical Name: (2S,3R,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-hydroxy-hexanal O-methyl-oxime
• CAS No.: 162119-07-5
• Molecular Formula: C₃₅H₃₉NO₆
• Molecular Weight: 569.698

Synonyms:(2S,3R,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-hydroxy-hexanal O-methyl-oxime

Chemical Property of (2S,3R,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-hydroxy-hexanal O-methyl-oxime

Chemical Property:

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Technology Process of (2S,3R,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-hydroxy-hexanal O-methyl-oxime

There total 2 articles about (2S,3R,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-hydroxy-hexanal O-methyl-oxime which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

2,3,4,6-tetra-O-benzyl-D-glucopyranoside (59531-24-7) + N-methoxylamine hydrochloride (593-56-6) → (2S,3R,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-hydroxy-hexanal O-methyl-oxime (162119-07-5)

Guidance literature:

With pyridine;

DOI:10.1016/0040-4039(94)02185-E

Reference yield:

2,3,4,6-tetra-O-methyl-D-glucopyranose (1139-97-5,1139-98-6,1851-12-3,3353-52-4,6163-35-5,14184-49-7,19146-17-9,22248-57-3,34361-56-3,34361-57-4,57793-53-0,7506-68-5) + N-methoxylamine hydrochloride (593-56-6) → (2S,3R,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-hydroxy-hexanal O-methyl-oxime (162119-07-5)

Guidance literature:

With pyridine; In dichloromethane; at 21 ℃; for 8h;

DOI:10.1021/ja00213a052

Reference yield: 93.0%

1,1'-Thiocarbonyldiimidazole (6160-65-2) + (2S,3R,4R,5R)-2,3,4,6-Tetrakis-benzyloxy-5-hydroxy-hexanal O-methyl-oxime (162119-07-5) → 5-O-(1H-imidazol-1-yl-thioxomethyl)-2,3,4,6-tetrakis-O-(phenylmethyl)-D-xylo-hexos-5-ulose 1-(O-methyloxime) (300548-00-9)

Guidance literature:

In benzene; Heating;

DOI:10.1016/S0040-4020(00)00545-7

upstream raw materials:

2,3,4,6-tetra-O-methyl-D-glucopyranose

N-methoxylamine hydrochloride

2,3,4,6-tetra-O-benzyl-D-glucopyranoside

Downstream raw materials:

2,3,4,6-tetrakis-O-(phenylmethyl)-D-xylo-hexos-5-ulose 1-(O-methyloxime)

5-O-(1H-imidazol-1-yl-thioxomethyl)-2,3,4,6-tetrakis-O-(phenylmethyl)-D-xylo-hexos-5-ulose 1-(O-methyloxime)

2,3,4,6-tetra-O-benzyl-1,5-dideoxy-1,5-imino-D-glucitol

[1R-(1α,2β,3α,4β,5β)]-1-methoxyamino-2,3,4-tris(phenylmethoxy)-5-[(phenylmethoxy)methyl]cyclopentane

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